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Provide a structure for the following compound: C

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Concepts and reason

1H NMR Spectroscopy:

It is a tool used to determine organic compound structures. By using this tool on an external magnetic field, it determines different types of hydrogens (chemically non-equivalent hydrogens) present in a molecule.

Infrared Spectroscopy (IR):

Infrared spectroscopy is an important analytical tool to determine the functional groups in the chemical compounds. It is also called as vibrational spectroscopy. Any compound having covalent bonds absorbs a range of frequencies of electromagnetic radiation in the infrared region of the electromagnetic spectrum. IR radiations lie in the wavelength range of 400 - 800 nm.

Fundamentals

1H NMR Spin-Spin Coupling Patterns:

Number of neighboring
hydrogens (chemically non-
equivalent)
n
0
Number of
peaks
(n+1)
Splitting
Name
Peak
heights
ratio
2
Si

The degree of Unsaturation:

1_2C+N-H-X+2
where,
Degree of unsaturation is DoU.
The number of carbons is C.
The number of nitrogen is N.
The number of hyd

The mathematical equation for the IR wavenumber:

1
2Nc

Where,

Wavenumber of absorption =

Velocity of light =

Force constant =

Reduced mass =

IR frequency and range of absorption:

absorption
Functional group
Range of
(cm)
2800-2900
3400-3600
1640-1680
3020-3100
2100-2250
3300
2200-2250
Alkane(C-H)
Alcoho

Given molecular formula:
C,H,O,
DoU = 2x6+0-12-0+2
Dou = 12–12+2
DoU = ?
DoU = 1 (It has one double bond)

Molecular Formula =C,H,O,
IR Frequency = 1743 cm
Ester Functional Group, RCOOR=1750-1735 cm

Numbe
2H
From the given H NMR spectra :
Chemical shift
Around 4 ppm (most deshielded)
Around 2.3 ppm
Around 1.6 ppm
Around 1

two possible structures:
arround 4.0
H2C—CHz —CH2—C—0-
CH2-CH3
most deshielded hydrogens with quartet multiplicity
arround 4.

The correct structure for the most deshielded hydrogens with triplet is

H3C—CH2—6—0-
CH2-CH2-CH3

Mention multiplicity and number of hydrogens:
2H, 2.3 ppm o
2H, 1.6 ppm
H3c7ichz—0–CH2CH2 CH3
3H, 1.1 ppm
2H, 4.0 ppm
3H, 0.9

Ans:

The structure for the given organic compound is

H3C-CH2-6-0-
CH2-CH2-CH3

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Provide a structure for the following compound: C6H12O2: IR: 1743 cm-1; 1H NMR spectrum:
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